14. Round | 08/12/2020 | Sutton United | - | Chesterfield FC | 0:1 | ||||
15. Round | 12/12/2020 | Chesterfield FC | - | Barnet FC | 6:0 | ||||
18. Round | 02/01/2021 | Chesterfield FC | - | Solihull Moors | 1:0 | ||||
16. Round | 05/01/2021 | Solihull Moors | - | Chesterfield FC | 2:1 | ||||
26. Round | 20/02/2021 | Notts County | - | Chesterfield FC | 0:1 | ||||
27. Round | 23/02/2021 | Chesterfield FC | - | Altrincham FC | 1:0 | ||||
28. Round | 27/02/2021 | Stockport County | - | Chesterfield FC | 2:0 | ||||
29. Round | 06/03/2021 | Chesterfield FC | - | Yeovil Town | 3:0 | ||||
31. Round | 13/03/2021 | Maidenhead United | - | Chesterfield FC | 2:0 | ||||
32. Round | 16/03/2021 | Chesterfield FC | - | Sutton United | 0:1 | ||||
23. Round | 20/04/2021 | Chesterfield FC | - | Halifax Town | 1:2 | ||||
40. Round | 24/04/2021 | Wrexham AFC | - | Chesterfield FC | 0:0 | ||||
19. Round | 27/04/2021 | Bromley FC | - | Chesterfield FC | 1:2 | ||||
41. Round | 01/05/2021 | Hartlepool United | - | Chesterfield FC | 3:1 | ||||
45. Round | 22/05/2021 | Chesterfield FC | - | Dagenham & Redbridge | 2:1 | ||||
46. Round | 29/05/2021 | Halifax Town | - | Chesterfield FC | 1:2 |